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SML1944

Sigma-Aldrich

Bz-423

≥98% (HPLC)

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Synonym(s):
7-Chloro-1,3-dihydro-5-(4-hydroxyphenyl)-1-methyl-3-(2-naphthalenylmethyl)-2H-1,4-benzodiazepin-2-one
Empirical Formula (Hill Notation):
C27H21ClN2O2
CAS Number:
216691-95-1
Molecular Weight:
440.92
MDL number:
MFCD30536363
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

SMILES string

ClC1=CC=C2C(C(C3=CC=C(O)C=C3)=NC(CC4=CC=C(C=CC=C5)C5=C4)C(N2C)=O)=C1

InChI

1S/C27H21ClN2O2/c1-30-25-13-10-21(28)16-23(25)26(19-8-11-22(31)12-9-19)29-24(27(30)32)15-17-6-7-18-4-2-3-5-20(18)14-17/h2-14,16,24,29H,15H2,1H3

InChI key

IJEUIRDNQUQMFU-UHFFFAOYSA-N

Application

Bz-423 has been used as a mitochondrial inner membrane pore (MIMP) reagent to study its effect on oxygen consumption rate (OCR) and ATP synthesis in HepG2 cells.

Biochem/physiol Actions

Bz-423 is an inhibitor of mitochondrial F1F0 ATP synthase. It binds the oligomycin sensitivity conferring protein (OSCP) component of mitochondrial F1F0-ATPase, resulting in superoxide generation and apoptosis. BZ-423 was shown to block multidrug-resistant melanoma cells. In another study, Bz-423 selectively increased superoxide and induced the apoptosis of alloreactive T cells, which arrested established Graft versus Host Disease.
Bz-423 stimulates mitochondrial inner membrane pore (MIMP) opening in isolated mitochondria.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Oligomycin is a classical mitochondrial reagent that binds to the proton channel on the Fo component of ATP synthase. As a result, oligomycin blocks mitochondrial ATP synthesis, proton translocation, and O2 uptake. Here we show that oligomycin induces proton uncoupling

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